CA2479037A1 - 2-amino-9[(2-hydroxymethyl)cyclopropylidenemethyl]purines utilisees comme agents antiviraux - Google Patents

2-amino-9[(2-hydroxymethyl)cyclopropylidenemethyl]purines utilisees comme agents antiviraux Download PDF

Info

Publication number
CA2479037A1
CA2479037A1 CA002479037A CA2479037A CA2479037A1 CA 2479037 A1 CA2479037 A1 CA 2479037A1 CA 002479037 A CA002479037 A CA 002479037A CA 2479037 A CA2479037 A CA 2479037A CA 2479037 A1 CA2479037 A1 CA 2479037A1
Authority
CA
Canada
Prior art keywords
group
cycloalkyl
amino
aryl
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002479037A
Other languages
English (en)
Other versions
CA2479037C (fr
Inventor
Jiri Zemlicka
John C. Drach
Xinchao Chen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wayne State University
University of Michigan
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2479037A1 publication Critical patent/CA2479037A1/fr
Application granted granted Critical
Publication of CA2479037C publication Critical patent/CA2479037C/fr
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D473/00—Heterocyclic compounds containing purine ring systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/20—Antivirals for DNA viruses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/20—Antivirals for DNA viruses
    • A61P31/22—Antivirals for DNA viruses for herpes viruses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
    • C07F9/65616—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Virology (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Biochemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • AIDS & HIV (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Saccharide Compounds (AREA)

Abstract

L'invention concerne des composés qui présentent une activité dirigée contre des virus. Ils sont représentés par les formules (1) et (2), dans lesquelles B représente 2-aminopurine-9-yle, qui peut non substitué ou substitué en position 6 par NHR¿1?, OR¿2?, ou SR¿3? ; R¿1? est sélectionné parmi alkyle, alcényle, alcynyle et cycloalkyle C¿4-18?, un ou plusieurs éléments du groupe formé par hydroxy, halo, amino, acyle, cycloalkyle, hétérocyclyle et aryle pouvant être substitués à ces derniers ; R¿2? est sélectionné parmi alkyle C¿2-18?, alcényle, alcynyle, et cycloalkyle, ces derniers pouvant être ramifiés ou linéaires, et un ou plusieurs éléments du groupe formé par hydroxy, halo, amino, acyle, cycloalkyle, hétérocyclyle et aryle pouvant être substitués à ces derniers; et R¿3? est sélectionné parmi alkyle, alcényle, alcynyle et cycloalkyle, ces derniers pouvant être ramifiés ou linéaires, et un ou plusieurs éléments du groupe formé par hydroxy, halo, amino, acyle, cycloalkyle, hétérocyclyle et aryle pouvant être substitués à ces derniers.
CA2479037A 2002-03-15 2003-03-13 2-amino-9[(2-hydroxymethyl)cyclopropylidenemethyl]purines utilisees comme agents antiviraux Expired - Fee Related CA2479037C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US36449502P 2002-03-15 2002-03-15
US60/364,495 2002-03-15
PCT/US2003/007909 WO2004006867A2 (fr) 2002-03-15 2003-03-13 Nouvelles 2-amino-9-[(2-hydroxymethyl) cyclopropylidenemethyl] purines utilisees en tant qu'agents antiviraux

Publications (2)

Publication Number Publication Date
CA2479037A1 true CA2479037A1 (fr) 2004-01-22
CA2479037C CA2479037C (fr) 2010-11-09

Family

ID=30115469

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2479037A Expired - Fee Related CA2479037C (fr) 2002-03-15 2003-03-13 2-amino-9[(2-hydroxymethyl)cyclopropylidenemethyl]purines utilisees comme agents antiviraux

Country Status (8)

Country Link
US (2) US7183268B2 (fr)
EP (1) EP1490015B1 (fr)
JP (2) JP5420135B2 (fr)
AT (1) ATE443507T1 (fr)
AU (1) AU2003276824B8 (fr)
CA (1) CA2479037C (fr)
DE (1) DE60329375D1 (fr)
WO (1) WO2004006867A2 (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MY141789A (en) * 2001-01-19 2010-06-30 Lg Chem Investment Ltd Novel acyclic nucleoside phosphonate derivatives, salts thereof and process for the preparation of the same.
DK1490368T3 (da) * 2002-03-15 2011-10-03 Univ Wayne State 2,2-bis(hydroxymethyl)cyclopropylidenmethyl-puriner og pyrimidiner som antivirale midler
JP3991223B2 (ja) * 2003-02-13 2007-10-17 信越化学工業株式会社 新規スルホニルジアゾメタン化合物、光酸発生剤、並びにそれを用いたレジスト材料及びパターン形成方法
EA008596B1 (ru) 2003-04-29 2007-06-29 Пфайзер Инк. 5,7-ДИАМИНОПИРАЗОЛО[4,3-d]ПИРИМИДИНЫ, ПОЛЕЗНЫЕ ПРИ ЛЕЧЕНИИ ГИПЕРТЕНЗИИ
US7572799B2 (en) 2003-11-24 2009-08-11 Pfizer Inc Pyrazolo[4,3-d]pyrimidines as Phosphodiesterase Inhibitors
HUE028490T2 (en) * 2003-12-02 2016-12-28 Univ Ohio State Res Found Short-chain fatty acids fixed to the Zn2-chelating motif as a new class of histone deacetylase inhibitors
DK1742950T3 (da) 2004-04-07 2009-03-16 Pfizer Ltd Pyrazolo-[4,3-D]-pyrimidiner
EP2195302B1 (fr) 2007-10-09 2015-02-18 Dow AgroSciences LLC Dérivés azinyliques substitués insecticides
ES2372900T3 (es) 2007-10-09 2012-01-27 Dow Agrosciences Llc Pirimidinil-aril-hidrazonas insecticidas.
ES2403040T3 (es) 2007-10-09 2013-05-13 Dow Agrosciences Llc (1,3,5)-triazinil-fenil-hidrazonas insecticidas
JP7013467B2 (ja) * 2016-08-29 2022-01-31 エフ．ホフマン－ラ ロシュ アーゲー ウイルス感染の治療又は予防用の７位置換スルホンイミドイルプリノン化合物

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8815265D0 (en) * 1988-06-27 1988-08-03 Wellcome Found Therapeutic nucleosides
PT95516A (pt) * 1989-10-06 1991-08-14 Wellcome Found Processo para a preparacao de derivados de 2',3'-didesoxi nucleosidos 6-substituidos
US6352991B1 (en) * 1997-01-08 2002-03-05 Wayne State University 2-hydroxymethylcyclopropylidenemethylpurines and -pyrimidines as antiviral agents
WO1998030563A1 (fr) * 1997-01-08 1998-07-16 The Regents Of The University Of Michigan 2-hydroxymethylecyclopropyli- denemethylpurines et -pyrimidines utilises comme agents antiviraux
DK1490368T3 (da) * 2002-03-15 2011-10-03 Univ Wayne State 2,2-bis(hydroxymethyl)cyclopropylidenmethyl-puriner og pyrimidiner som antivirale midler

Also Published As

Publication number Publication date
DE60329375D1 (en) 2009-11-05
JP2005524720A (ja) 2005-08-18
WO2004006867A3 (fr) 2004-10-21
US20070225302A1 (en) 2007-09-27
WO2004006867A2 (fr) 2004-01-22
US9174990B2 (en) 2015-11-03
US20050124582A1 (en) 2005-06-09
EP1490015A2 (fr) 2004-12-29
US7183268B2 (en) 2007-02-27
CA2479037C (fr) 2010-11-09
EP1490015B1 (fr) 2009-09-23
EP1490015A4 (fr) 2005-12-28
AU2003276824B2 (en) 2009-01-08
AU2003276824A2 (en) 2004-02-02
ATE443507T1 (de) 2009-10-15
AU2003276824A1 (en) 2004-02-02
AU2003276824B8 (en) 2009-01-22
JP2012180361A (ja) 2012-09-20
JP5420135B2 (ja) 2014-02-19

Similar Documents

Publication Publication Date Title
CA2479037A1 (fr) 2-amino-9[(2-hydroxymethyl)cyclopropylidenemethyl]purines utilisees comme agents antiviraux
CA2637774A1 (fr) Nucleosides avec activite virale anti-hepatite b
HUP0103641A2 (hu) Vírusellenes purinszármazékok és ezeket tartalmazó gyógyászati készítmények és alkalmazásuk
ES2115918T3 (es) Nucleosidos de beta-d-dioxolano de pureza enantiomera y de actividad dirigida selectivamente contra el virus de la hepatitis b.
NZ597544A (en) Modified 4'-nucleosides as antiviral agents
JP2008523098A5 (fr)
DK1104436T3 (da) Beta-L-2'-deoxy-nukleosider til behandling af hepatitis B-virus
HU201071B (en) Process for producing new 9-(2-hydroxy-ethoxy-methyl)-guanin-esters and pharmaceutical compositions containing them
DK0656778T3 (da) Enantiomert rene beta-D-dioxolannukleosider
JP2012180361A5 (fr)
ES2194902T3 (es) L-nucleosidos para el tratamiento del virus de la hepatitis b y el virus de epstein barr.
CA2729168A1 (fr) Composes et compositions pharmaceutiques pour le traitement d'infections virales
AU2003257157A1 (en) Compounds with the bicyclo[4.2.1] nonane system for the treatment of Flaviviridae infections
RU2006105640A (ru) Аналоги пуриновых нуклеозидов для лечения flaviviridae, включая гепатит с
SI2227482T1 (en) 2 ', 4'-SUBSTITUTED NUCLEOIDS THAN ANTIVIRAL FUNCTIONS
Gao et al. Synthesis of acyclovir, ganciclovir and their prodrugs: A review
CA2409613A1 (fr) Methodes et compositions permettant de traiter le virus de l'hepatite c
FI3692039T3 (fi) Substituoitujen tiatsolien enantiomeerejä virusten vastaisina yhdisteinä
KR920002623A (ko) 특정 뉴클레오사이드의 카보사이클릭 동족체
CA2210492A1 (fr) Derives de l'acide neuraminique, leur preparation et leur utilisation medicale
KR970702280A (ko) 푸린의 제조방법(preparation of purines)
JP2004522794A5 (fr)
DE69320945T2 (de) Antivirale nukleosidanaloge
ATE282617T1 (de) 2-hydroxy methylcyclopropylidenmethylpurine als antivirale wirkstoffe
CA2258725A1 (fr) Analogues ou derives de quercetine (promedicaments)

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed

Effective date: 20150313